One question that comes to mind is...how long do you plan on keeping it?
Could make a difference if you're going to use it/sell it, or keep it to have around indefinitely. I started looking for a dozer last year to work my new property, and started with the northern dozer. Looked OK, but I decided against it, mostly due to weight (6600). I got real serious about the Komatsu's, they make a good product, and a good range of sizes, starting around 9,000lb. There's a lot of em out there, and parts/dealers are abundant. Lots of parts on Ebay as well.
I wanted a CAT, but they start with the D-3 (unless you get the much older d-2's) and the prices were up there. I ended up with a Komatsu D-38, an 18K machine and have been very pleased/impressed with it. It has the joystick controls which are very easy to use, and spoil ya....all the newer machines have em.
One thing about a dozer, perhaps the same is true about tractors, you hardly ever wish you had a smaller one!
If you plan on keeping it, I would look at the D-20/21, or perhaps a JD 350, Case or similar machine. I think you can yank that size behind your 250.
Buy, work,and sell, you might get away with a smaller machine.
Good luck and enjoy the seat time on whatever you get!